House Sitting in Cypress Gardens
Find a loving house sitter to watch over your pets and your home.

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Top rated Cypress Gardens house sitters

“Shawnee is absolutely great. She accommodating to any changes we make and she is very reliable. We have used Shawnee a number of times and Kaia loves her. It's great to know our baby is in good hands. I will continue to use her as a housesitter without hesitation.”


“Colleen was great with our Dino who has severe separation anxiety. She knew exactly how to manage him and knew to take him for a walk just after we departed to distract him from our leaving. He remained calm and was not anxious when we returned. We will be reaching out to Colleen frequently - she's a gem!”


“After reading a lot of profiles I definitely picked the best dog sitter Celina did an amazing job Great communication took great care of our fur babies being on vacation for a few days and we are very thankful”


“Lorraine did a great job. We were on a cruise so there was no way she could send pictures although she did send a couple before we actually sailed. House looked good and Olive was a happy. well cared for puppy. Thank you.”

About: Taking care of fur babies has been a passion of mine since a very young age. I used to pretend to be the neighborhood dog trainer at the age of like 7! I’m no dog trainer, but I’m definitely able to love and care for your fur babies like they deserve. I work a full time job, however the hours are pretty flexible. I’m typically off Fridays and Saturday's, so I’m available anytime. Sunday-Thursday it varies but I’m typically available in the morning to 4pm :) I have 3 cats and 1 dog who I love very far much. I’m a great communicator and will keep in contact and provide pictures through out the experience. If your pet is happy, then I am too!

About: Hi everyone! I have grown up with both cats and dogs my entire life. In fact, at my childhood home, we had seven cats at one time- even though my dad is allergic! Since moving to Winter Haven, I have missed having a furry friend around and well, that’s why I am on Rover! I currently work full time but not a traditional 9-5 because I am a pilot- which means I am only not home when I am flying! If I am unable to fulfill a request because of my travel schedule, I will be sure to let you know I am unavailable. At my home, I do not have a fenced in yard but it is a quiet neighborhood away from busy roads. My roommates currently have one dog and one cat but if your pet doesn’t get along with other animals, I can keep them separate. Just let me know!

“Madeline was the best dog sitter we could ask for! She was thorough, attentive and so kind! She came to meet the dogs the day prior, gave us updates the entire time, and left our home spotless and a sweet note with some Polaroids of their weekend together. Madeline was with our pups over 4th of July and stayed home with them to make sure they were comfortable, I would 100% use her again!”


“Awesome experience. My kitty Waffles is a shy, scared kitty around new people and has taken him days to interact with new people. Brittany got Waffles to interacts with her within a day and even seemed to be playful with her. I highly recommend Brittany and i will be using her again when i have the need.”


About: I have had a boxer and a bullmastiff, but I have experience working with yellow labs, golden retrievers, as well smaller dogs. I also had a cat that I cared for and help take care of my roommates cat when I am away at school. In high school I took a course that taught me how to properly care for and handle chinchillas, rats, gerbils, ferrets, rabbits, and other small pets. I have watched my sister’s, cousin’s, and aunt’s dogs on several occasions and would be happy to work on different tricks and skills with puppies and kittens. My top priority will be making sure your pet is safe and entertained! I am a substitute teacher and am going to have a lot of extra time on my hands when school gets out at the end of May. I don’t have a pet myself and would love to help make pet care easier for people who need it! I love spending time with animals and will happily play fetch or tug of war for as long as your dog is would like, or any game your pet loves.

About: Besides having owned pets, I have worked with 2 shelters to foster long stay animals. I also enjoy watching McCann and Zak George dog training videos. My friends often ask me to care for their feline and canine babies while they are on vacation. I have experienced the peace of mind of leaving my pets with a great caregiver, and so I appreciate how important it is to provide you with this confidence. During the week, I am primarily available in the evenings between 5-8 pm. On weekends, early morning between 6-9 am, mid to late afternoons and evenings between 1-3 pm, and 7-8 pm are good times. First of all, I'll ask about your pet care rountine and preferences. This way I can stick to your pets typical routine as much as possible. Then I will feed and exercse according to your stipulations. Of course, I will engage your pet with play, belly rubs and ear stratches according to their liking.

About: I’ve taken care of dogs, cats, hamsters, and fish since I was 9. Friends, neighbors, co-workers and family have relied on me to walk, feed, bathe and sit for their pets. I’m currently part time so I’ll have plenty of time to play with your pets. I’m available to board your pets or take care of them from the comfort of their home. I have a fenced in yard and 1 friendly dog to keep your pets company. I can easily crate your dog if needed. I’m also available to care for your pet at your home.

About: He cuidado perros desde hace 4 años, se el tiempo y lo que con lleva cuidar una mascota, dedicarle amor, atención, cuidado y protección. TENGOla capacidad paciencia que se necesita para el cuido de nuestros peluditos. Tengo el tiempo y la disponibilidad para dedicarle a tu mascota la atenciónque necesita, darle paseos, sacarlo hacer sus necesidades etc. Estoy disponible para cuido 24/7 en mi hogar y el costo depende de los días que usted necesita. También estoy disponible para ir a su hogar y cuidar de su mascota si es cuido diurno. Cuido en mi casa, la Cuál está vallada alrededor y tendrá área suficiente para correr y jugar. Siempre estará supervisado, se le dará un baño antes de llevárselo

“Evan was fantastic with our 4 high maintenance "children". This was our first time using her and we did just a short 2 night trial before doing our longer trip Later this month. She communicated throughout the stay, sent pictures and left our house in great condition. We will definitely secure her for our future dates and many more!”


About: I have been a veterinary technician for 3+ years and counting. We have had pets in our home since I can remember. I have grown up with the love and loyalty that our pets provide and is something that I cherish. I started pet sitting for coworkers and clients for about 2 years now. I love helping fellow pet owners with caring for their pets in a time of need. My favorite thing is gaining trust from pet owners and ensuring that owners have peace of mind when it comes to being away from their pets. Having the medical background that I do also helps to ensure that your senior babies are being taken care of properly. Pets are family. I am currently a full time veterinary technician and work all days (8am-6pm) except Tuesdays, every other Saturdays (only from 8am- 12pm), and Sundays. With my full time schedule, I make sure that a pets needs come first. I will only pet sit for pets that I can guarantee my utmost care. I house sit a lot as well so this is helpful with my full time job. I tend to pet sit close to my job so if I have to leave in the middle of the day to take a dog out, I definitely can. I make sure to follow all written or printed instructions to a T. I also make sure to stay in close contact with owners (not too close to ruin your vacation) to ensure that they are still at peace of mind throughout their time away. I also love to send photos of their pets while they’re gone so they’re not missing out on too much :)

About: I’ve taken care of cats and dogs for 11 years. I’ve taken care of family and friends pets. I know how important it is to take care of your family member. I’m originally from Colorado. But moved to Florida 10 years ago. I have three dogs and a cat I love dearly. And only want the best for them. I don’t settle for less. They are worth having special moments with all the time. Walking, running, hiking, playing fetch and just lounging out. I know I will do my very best to make your pets happy. I also want to include that I do senior care. And also puppy care one year old or older. Let me know what you need. And I’ll take care of it. While you’re at work or taking a vacation I will update you daily with photos and texts. If you need to call. I’ll happily answer for any questions you might have. Btw I have no problem bringing in the mail, grab the trash cans and bring them back into/by the garage and water your plants while you’re away. 🪴💖 My weekly routine is very flexible. I’m an artist that works from home but also I have a part time job. I can work around my schedule if needed to accommodate your pet. I will come by and have a meet and greet to get the details of what you would like me to do for your pets. At that time I’ll get the details and specific instructions from you. Please let me know if anything that is most important to you. And I will take care of it.

“Jen was fantastic taking care of our fur babies. This was the first time we used a pet sitter and it was great. We would recommend Jen to everyone. She sent us pictures and updates during the week. We will definitely use Jen again when we travel.”


About: I’ve taken care of dogs on and off for the past 5 years. I enjoying getting to hangout with dogs and helping. I will treat your pet as my own I am just starting up in the Winter Haven area. I work for Polk county so I mostly work overnights. 6p-6am. I am more than willing to hang out with your fur babies when I’m off work. I make sure to keep a watchful eye on your fur babies and get them attention and pets. I also make sure to give them space when they need it.
Loving house sitters in your neighborhood
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Shawnee S.
Star Sitter


“Shawnee is absolutely great. She accommodating to any changes we make and she is very reliable. We have used Shawnee a number of times and Kaia loves her. It's great to know our baby is in good hands. I will continue to use her as a housesitter without hesitation.”


Colleen J.Star Sitter

“Colleen was great with our Dino who has severe separation anxiety. She knew exactly how to manage him and knew to take him for a walk just after we departed to distract him from our leaving. He remained calm and was not anxious when we returned. We will be reaching out to Colleen frequently - she's a gem!”


Celia J.

“After reading a lot of profiles I definitely picked the best dog sitter Celina did an amazing job Great communication took great care of our fur babies being on vacation for a few days and we are very thankful”




Bradley L.
Star Sitter


“Bradley is outstanding. Great communication, he did everything we asked and our dogs were so happy. We trusted him and loved him with our dogs.”


Lorraine G.
“Lorraine did a great job. We were on a cruise so there was no way she could send pictures although she did send a couple before we actually sailed. House looked good and Olive was a happy. well cared for puppy. Thank you.”


Brooke P.

“Brooke was great! She kept us informed and sent plenty of pictures. She even helped us with our diabetic dog and making his insulin shots easier!”


Emily B.Star Sitter
“Emily always drops in for our dogs whenever we are away. She is on time, reliable, and our dogs love her! Highly recommend her for your pet-care needs.”


Shaley B.
“From the moment Shaley met charger (my dog) , I could tell she genuinely loves animals and treats them like her own. She’s responsible, attentive, and always goes the extra mile to make sure pets feel safe, happy, and loved. Shaley kept me updated with photos and messages, which gave me such peace of mind while I was away. Charger came home calm, clean, and clearly well cared for — honestly, I think he missed her a little when we got back! If you’re looking for someone who is trustworthy, kind, and amazing with animals, I absolutely recommend Shaley. She’s one of the best dog sitters we’ve ever had.”


Debra A.

“Super nice and very dependable! Will definitely use debra again.”


Madeline M.

“Madeline was the best dog sitter we could ask for! She was thorough, attentive and so kind! She came to meet the dogs the day prior, gave us updates the entire time, and left our home spotless and a sweet note with some Polaroids of their weekend together. Madeline was with our pups over 4th of July and stayed home with them to make sure they were comfortable, I would 100% use her again!”


Brittany N.

“Awesome experience. My kitty Waffles is a shy, scared kitty around new people and has taken him days to interact with new people. Brittany got Waffles to interacts with her within a day and even seemed to be playful with her. I highly recommend Brittany and i will be using her again when i have the need.”


Allison L.
“Allie has always been caring and responsible. Whether dealing with human or fur babies she provides a safe and stimulating environment. She will respect not only your pet, but also the owners wishes on how best to care for your pet.”


Melissa K.
“I am thrilled to have the opportunity to write a testimonial for Melissa, who I wholeheartedly recommend as a pet sitter or dog walker. Melissa is not just a kind and generous individual; she embodies responsibility and has a keen sensitivity to the needs of pets, which has been evident in her care for my cat, Momo.Melissa's approach to pet care goes beyond merely feeding and spending time with them; she tunes into their emotional and physical well-being, ensuring they feel comfortable, secure, and loved. Her communication skills are exceptional. She has always kept me updated with constant messages and photos, making me feel reassured about Momo's well-being and allowing me to enjoy my time away without worry.Her honesty and trustworthiness stand out. I've always been impressed with Melissa's integrity in every aspect of her life, and these qualities shine through in her pet sitting as well. Leaving your pet in someone else's care requires a great deal of trust, and Melissa has proven time and again that she is more than deserving of that trust.In a world where genuine compassion and dedication are rare, Melissa stands out as a beacon of warmth and reliability. For anyone looking for a pet sitter or dog walker who will care for their furry family members as if they were her own, Melissa is the perfect choice. Her love for animals, combined with her impeccable character, makes her an ideal candidate for anyone in need of pet care services.”


Holly P.
“Holly did an amazing job with our cats. She was very attentive to their needs. She came on time, completed the checklist and made sure to clean up afterwards. I highly recommend her for pet sitting.”


Ciara R.
“She is very good at her job, dedicated to what she does and loves to take care of the doggies. She offers great service; games, snacks and more!”


Evan B.

“Evan was fantastic with our 4 high maintenance "children". This was our first time using her and we did just a short 2 night trial before doing our longer trip Later this month. She communicated throughout the stay, sent pictures and left our house in great condition. We will definitely secure her for our future dates and many more!”


Kayla R.
About: I have been a veterinary technician for 3+ years and counting. We have had pets in our home since I can remember. I have grown up with the love and loyalty that our pets provide and is something that I cherish. I started pet sitting for coworkers and clients for about 2 years now. I love helping fellow pet owners with caring for their pets in a time of need. My favorite thing is gaining trust from pet owners and ensuring that owners have peace of mind when it comes to being away from their pets. Having the medical background that I do also helps to ensure that your senior babies are being taken care of properly. Pets are family. I am currently a full time veterinary technician and work all days (8am-6pm) except Tuesdays, every other Saturdays (only from 8am- 12pm), and Sundays. With my full time schedule, I make sure that a pets needs come first. I will only pet sit for pets that I can guarantee my utmost care. I house sit a lot as well so this is helpful with my full time job. I tend to pet sit close to my job so if I have to leave in the middle of the day to take a dog out, I definitely can. I make sure to follow all written or printed instructions to a T. I also make sure to stay in close contact with owners (not too close to ruin your vacation) to ensure that they are still at peace of mind throughout their time away. I also love to send photos of their pets while they’re gone so they’re not missing out on too much :)


Evangelynn S.
“Evangelynn was absolutely perfect! She was extremely attentive and so loving to my 2 pups. They can be such a handful, but Evangelynn was able to take on this job with such ease. They were well fed, bathed, and the house wasn’t a mess when I got back from my trip. My dogs adored her. I will definitely have Evangelynn back again, she will have a client in me for life now!”


Jennifer B.

“Jen was fantastic taking care of our fur babies. This was the first time we used a pet sitter and it was great. We would recommend Jen to everyone. She sent us pictures and updates during the week. We will definitely use Jen again when we travel.”


Nicholas P.
About: I’ve taken care of dogs on and off for the past 5 years. I enjoying getting to hangout with dogs and helping. I will treat your pet as my own I am just starting up in the Winter Haven area. I work for Polk county so I mostly work overnights. 6p-6am. I am more than willing to hang out with your fur babies when I’m off work. I make sure to keep a watchful eye on your fur babies and get them attention and pets. I also make sure to give them space when they need it.
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Cypress Gardens on Rover as of Aug 2025 was about $40 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Aug 2025, there are 818 house sitters in Cypress Gardens. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 85% of Cypress Gardens house sitters respond in under an hour.
House sitters in Cypress Gardens have an average of 16 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Cypress Gardens.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Cypress Gardens house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
